Alex Winter first burst onto the scene as one half of the iconic duo in Bill & Ted’s Excellent Adventure (1989), a role that quickly made him a household name. Born in London to professional dancer parents, Alex Winter moved to the United States with his mother during childhood. When his family settled in the New York area during his early teens, he began immersing himself in theater, performing in both Broadway and off-Broadway productions. Alex Winter later attended New York University’s prestigious film school before making the move to Los Angeles to pursue acting more seriously.
His screen debut came in 1985 with a role in Charles Bronson’s Death Wish 3, but it was his performance as one of Kiefer Sutherland’s vampire gang members in The Lost Boys (1987) that really put Alex Winter on the map. Then, teaming up with Keanu Reeves for Bill & Ted’s Excellent Adventure, Alex Winter stepped into the spotlight as Bill S. Preston, Esq.—a character whose clueless charm and time-traveling antics struck a chord with audiences worldwide. The movie was a major success, leading to a sequel, Bill & Ted’s Bogus Journey (1991), and even an animated series on CBS in 1990, where Alex Winter once again voiced his beloved character.
Beyond the franchise, Alex Winter also appeared in films like the quirky comedy Rosalie Goes Shopping (1989). As his acting roles became less frequent, Alex Winter gradually shifted focus toward behind-the-camera work. He had already dabbled in directing, having helmed the music video for the Red Hot Chili Peppers’ “Taste the Pain” in 1989. In 1993, Alex Winter made his feature directorial debut with the cult favorite Freaked. Throughout the ‘90s, he continued directing music videos and eventually wrote and directed the drama Fever (1999), starring Henry Thomas.
Alex Winter then transitioned into television, directing TV movies such as Ben 10: Race Against Time (2007) and Ben 10: Alien Swarm (2009). But it was his pivot to documentary filmmaking that truly redefined his career. Alex Winter directed Downloaded (VH1, 2013), a compelling look at the rise and fall of Napster. This was followed by Deep Web (Epix, 2015), a gripping exploration of the internet’s hidden underbelly, which earned Alex Winter widespread critical acclaim.
He went on to release two short documentaries—Relatively Free (2016), about journalist Barrett Brown’s prison release, and Trump’s Lobby (2017), which examined Donald Trump’s presidential transition. Alex Winter reached new heights with The Panama Papers (Epix, 2018), a powerful exposé on global financial corruption uncovered by journalists worldwide. That same year, he released Trust Machine, a thought-provoking dive into the world of cryptocurrency, further cementing Alex Winter’s reputation as a serious and insightful documentarian.
Alex Winter also collaborated with the estate of legendary musician Frank Zappa to create a comprehensive documentary on Zappa’s life and legacy. Despite his growing focus on directing, Alex Winter never fully left acting behind. He often took small roles in projects he directed and even starred alongside Elijah Wood and John Cusack in the suspenseful thriller Grand Piano (2013). Through it all, Alex Winter has remained a versatile and enduring figure in the entertainment industry.
When it comes to Alex Winter’s filmography, fans and critics often point to The Panama Papers (2018) as his highest-rated project. It’s widely regarded as one of the standout moments in Alex Winter’s career, showcasing his ability to engage with complex, real-world narratives. On the other end of the spectrum, Death Wish 3 (1985) tends to come up as the lowest-rated entry associated with Alex Winter. While it was part of a popular action franchise at the time, the film didn’t resonate well with audiences or reviewers, and it remains a lesser highlight in Alex Winter’s body of work. Over the years, Alex Winter has taken on a diverse range of roles and projects, but these two titles—The Panama Papers and Death Wish 3—stand out when evaluating the peaks and valleys of his career.